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Merck
CN

G5048

Sigma-Aldrich

替普瑞酮(异构体混合物)

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别名:
6,10,14,18-四甲基-5,9,13,17-十九碳四烯-2-酮,(5E,9E,13E)和(5Z,9E,13E)异构体混合物, GGA, UNII-S8S8451A4O, 戊四烯酮, 替普瑞酮
经验公式(希尔记法):
C23H38O
CAS号:
分子量:
330.55
MDL编号:
UNSPSC代码:
12352200
PubChem化学物质编号:
NACRES:
NA.77

检测方案

≥98% (HPLC)

质量水平

形式

oil

储存条件

protect from light

颜色

clear

溶解性

DMSO: >5 mg/mL

储存温度

−20°C

SMILES字符串

C\C(C)=C\CC\C(C)=C\CC\C(C)=C\CC\C(C)=C\CCC(C)=O

InChI

1S/C23H38O/c1-19(2)11-7-12-20(3)13-8-14-21(4)15-9-16-22(5)17-10-18-23(6)24/h11,13,15,17H,7-10,12,14,16,18H2,1-6H3/b20-13+,21-15+,22-17+

InChI key

HUCXKZBETONXFO-NJFMWZAGSA-N

应用

替普瑞酮已被用作热休克蛋白70 (HSP70)的诱导剂,以分析对局部缺血/再灌注(I/R)的保护作用。

生化/生理作用

替普瑞酮可以诱导 HSP70、HSPB8 和 HSPB1 的表达。诱导 HSP70 表达可预防各种疾病的发展,例如炎症性肠病、缺氧/缺血性脑损伤,以及脊髓和延髓性肌萎缩(细胞保护和抗炎作用)。 报告表明,GGA 可通过诱导 HSP70 表达来预防 NSAID 诱导的胃和肠损伤。其他研究表明,GGA 可以诱导 HSPB5 R120G TG 小鼠中 HSPB8 和 HSPB1 的表达,并减少淀粉样蛋白低聚物以及不溶性聚集体的形成。
替普瑞酮是一种无环聚异戊二烯类化合物,研究表明对再灌注损伤、炎症和器官移植具有保护作用。它是一种抗溃疡剂,参与保护胃黏膜。

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Fu-Cheng Luo et al.
Free radical biology & medicine, 52(7), 1218-1227 (2012-01-31)
There are few efficacious interventions to combat morphine dependence. Thioredoxin-1 (Trx-1) and heat shock protein 70 (Hsp70) are emerging as important modulators of neuronal function. They have been shown to be involved in cellular protective mechanisms against a variety of
Noritaka Fujimura et al.
Arteriosclerosis, thrombosis, and vascular biology, 32(1), 153-160 (2011-10-15)
Geranylgeranylacetone (GGA) induces expression of heat shock protein 90 (Hsp90), an adaptor molecule for assembly of endothelial nitric oxide synthase (eNOS) phosphorylation complex. The purpose of this study was to determine whether GGA enhances Hsp90 expression and augments endothelium-dependent vasodilation
Kylie Kavanagh et al.
American journal of physiology. Endocrinology and metabolism, 300(5), E894-E901 (2011-02-18)
We evaluated heat shock protein 70 (HSP70) changes in diabetes mellitus (DM) in a nonhuman primate model. To this end, two studies were conducted in DM vervet monkeys. 1) Normal control and streptozotocin-induced DM monkeys (Stz-DM) that were differentiated into
Yoko Ishii et al.
Investigative ophthalmology & visual science, 44(5), 1982-1992 (2003-04-26)
To study the effects of geranylgeranylacetone (GGA) on the expression of inducible (HSP72) and constitutive (HSC70) heat shock proteins (HSPs) on retinal ganglion cells (RGCs) in a rat model of glaucoma. Adult Wistar rats were given intraperitoneal injections of GGA
Naoyuki Yoshikawa et al.
Anti-cancer drugs, 21(9), 850-860 (2010-08-21)
Geranylgeranylacetone (GGA), an isoprenoid compound, is a widely used antiulcer drug developed in Japan. GGA is structurally similar to plaunotol and geranylgeraniol, another isoprenoid reported to exert strong anticancer effects. In an earlier study, GGA was shown to inhibit ovarian

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